Holiday rentals in Hillsdale

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Top-rated holiday rentals in Hillsdale

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Guest favourite
A spacious living area features warm knotty pine walls and a high ceiling adorned with large windows. A stone fireplace is centrally located, surrounded by comfortable seating and wood cabinetry. Sunlight filters through the windows, illuminating the inviting space.
Cabin in Cameron
4.93 out of 5 average rating, 60 reviews

Little Cottage On Prairie

Little Cottage on Prairie meant for relaxation! Located on Prairie Lake & Lake Chetek. Launch your boat off Wolf's Den Resort or public launch. Fish Panfish, Bass, Northern, Walleye right off cabin dock. Prairie Lake water quality is great. Knotty pine interior is tastefully decorated. Relax in front of wood burning fireplace after ice fishing or snowmobiling. Stroll down to the lake. Use kayaks of boat dock. Stargaze, roast S'mores at lake-side fire pit or the fire pit closer to the cabin.

Guest favourite
A spacious yard features a mix of pink and red seating arranged around a fire pit, surrounded by trees. The house is visible in the background, showcasing a blend of brick and wood elements with large windows that invite natural light.
Home in Rice Lake
4.84 out of 5 average rating, 112 reviews

Lake Front Home on Rice Lake: Spacious 4 Bedroom

There's something here for everyone to enjoy at this 2700 sq. ft. house. A great swimming area, a dock for boats and fishing, or attractions and activities throughout the area! This 4 bedroom, 2.5 bath lake home has all of the comforts of home with a fully-equipped kitchen, cozy furnishings, free WI-FI, a laundry, and is pet friendly. With access to the lake right outside your door. No matter the season, this home is the perfect hub for outdoor adventures: hiking, ATV's, snowmobiles, and more!

Top guest favourite
Cabin in Almena
4.96 out of 5 average rating, 47 reviews

Lakefront Cabin · Dock · Kayaks · King BD ·Sunsets

Welcome to Sunset Cabin on Lower Turtle Lake! Outside, only steps from the water, this lakeside cabin offers a private dock, kayaks, a spacious yard, and firepit—not to mention beautiful sunsets. Inside, it comfortably sleeps 10, making it ideal for families and groups. Plan a summer fishing trip, a getaway with friends, or a trip to enjoy the many snowmobile and ATV trails. *2 King beds *2 Full/Twin bunks *Washer/Dryer *Shuffleboard *Kayaks *Games Book Now or Message With Any Questions!

Top guest favourite
An outdoor entertaining area is highlighted, featuring a gazebo with a grill, a fire pit, and seating arrangements. Three kayaks are stored nearby, and the lawn is surrounded by lush greenery. The cottage has an awning above the deck, providing shade.
Cottage in Chetek
4.94 out of 5 average rating, 119 reviews

Cozy Cottage on the Chetek Chain of Lakes.

The Ager cottage is located on an island in the Chetek Chain of Lakes. 1 bedroom with queen bed, kitchen, futon, dock. Causeway to the island. Nearby beach, airport, dog park, 2 miles to downtown Chetek. Boating, fishing, hiking, skiing, snowmobiling. Secluded cabin, sleeps 4 guests, but you have to like each other a lot. Wildlife viewing. Bald eagles, deer, otters, heron, wood ducks, muskrat, rabbits, turtles, frogs. Three kayaks, a Grumman canoe and two bicycles are available.

Guest favourite
A modern two-story home is framed by colorful autumn trees. Large windows provide a view of the surrounding nature. A spacious deck extends from the upper level, while a fire pit area with seating is positioned on the ground level. The exterior showcases a blend of wood and stone.
Home in New Auburn
4.92 out of 5 average rating, 137 reviews

Spacious Lakefront Cabin: Sauna • Kayaks • Games

Welcome to our Perk & Pete’s! Updated 5 bedroom, 3 bathroom home with 3800 sq ft inside & over 350' of lake frontage. This beautiful property sleeps up to 10 (no more allowed due to permit restrictions). It is located on a peninsula on Tenmile lake. The house includes a fire pit area, outdoor grill, sauna, deck, patio, 4 kayaks, paddle boat & dock to maximize your time outdoors. A full kitchen, 3 fireplaces, bar, shuffleboard table & foosball table to keep you entertained inside

Top guest favourite
A single-story house is shown, featuring a large front window framed by plants and a well-kept lawn. The exterior wall is white with red trim, and the setting includes trees in the background for a natural feel.
Home in Chetek
4.92 out of 5 average rating, 172 reviews

EDBD Cozy Home

Lake across the road within view, walking distance to public beach, new Gotham sports complex and boat landing, on public snowmobile and ATV trail. Two-bedroom home all on one level with very comfortable beds. Small cabin feel within walking distance to downtown. Massage chair and 2 kayaks available for your use. High Speed Internet that can be used for working remote. Enjoy a peaceful night around a campfire or sitting next to a tiki bar. TV available in each room with Roku.

Guest favourite
A warm and inviting living area features a gas fireplace surrounded by natural stone. Large windows illuminate the space, providing views of the lake. A futon and a sofa offer comfortable seating. A patterned area rug adds texture to the wooden flooring.
Cabin in Chetek
4.9 out of 5 average rating, 150 reviews

Huber Cottage - Lakefront Cabin w/Dock and Beach

Prime location on the main part of Lake Chetek, the most popular lake in the Chetek chain,. Enjoy the convenience of shops and restaurants within walking distance without losing the true "cabin on the lake" experience! Enjoy access to the public beach next door or take your boat for a cruise through the famous Chetek chain of lakes; tie up your boat on our private dock when you're ready to hunker in for the night. An outdoor firepit is also available for s'more makin'!

Top guest favourite
The charming cottage exterior features wooden siding and a sloped roof with a dormer window. Flower baskets hang from the porch posts, adding color to the serene landscape. A gravel pathway leads to the entrance, framed by natural stone landscaping and lush greenery.
Cottage in Rice Lake
4.99 out of 5 average rating, 212 reviews

Stonehaven Cottages on Tuscobia Lake LLC.

The "Gatekeeper" cottage has a natural gas stone fireplace in the living room, Full size sofa sleeper, full kitchen, full bath on the main floor and a half bath in the sleeping loft. (Need to be able to climb ladder stairs to lofted bedroom). A spiral staircase leads you down to the lower level which has an additional bedroom, queen sofa sleeper in the extra living room space, and full bathroom. The lower level also has a walk out french door to the patio area.

Guest favourite
A log cabin is framed by lush greenery, with a driveway leading to two garage doors. A pathway of stones meanders through well-kept grass, while shrubs and small plants decorate the front yard. The cabin features a covered porch, creating a welcoming entrance.
Chalet in Turtle Lake
4.9 out of 5 average rating, 112 reviews

Turtle Lodge on Upper Turtle Lake

Beautiful Log Cabin 90 minutes from the Twin Cities and steps away from prime recreational/fishing lake. Enjoy the deck overlooking lake and fire pit. In the evenings, enjoy dinner on the deck, tell stories around a campfire, savor s'mores and listen to the loons. The dock is out of the lake from Oct 1st until the week before memorial weekend. Only minutes from the ATV and Snowmobile Trails. Pontoon rental not available.

Guest favourite
Two wooden Adirondack chairs are positioned in a grassy area, facing a view of trees and a wooden fence. The expansive landscape is dotted with foliage, and the sky features scattered clouds, contributing to a serene outdoor setting.
Home in Cumberland
4.88 out of 5 average rating, 93 reviews

Four Seasons of Lakefront Fun - Main House

Wonderful ranch-style retreat with a peaceful, very secluded bay of the lake with 30 acres of privacy, woods, and lake views. Luxury woods surround the property for relaxing, family time, or a great nature get away, perfect in any season. You will be welcomed by a stone gate and quarter-mile driveway lined by maples with plenty of outdoor parking available in front of the house. Only a 1.5 hour drive from the Twin Cities!

Top guest favourite
Cabin in Turtle Lake
4.98 out of 5 average rating, 132 reviews

★Horseshoe Haven★ Lake Home with Stunning Views

Fabulous lake home 1-1.5 hrs from the Cities. There is an abundance of space, but still warm and cozy. Feels like you are on the water with spectacular lake views from every room. Great yard for games with patio & fire pit. Amazing loft with custom beds, additional entertainment area. Horseshoe lake is a highly desirable, 400 ac lake, Close to ATV, snowmobile, hiking and cross country trails.

Guest favourite
A spacious bedroom is highlighted by a comfortable king-sized bed adorned with colorful pillows. A ledge stone fireplace is situated near large windows, allowing natural light to fill the room. A cozy seating area with a small table is also present, enhancing the overall ambiance.
Barn in Hillsdale
4.96 out of 5 average rating, 26 reviews

The Loft Suite @ The Granary

The Loft Suite @The Granary is an ultimate retreat into luxury amid the beautiful views of the grounds. Enjoy the ultra-comfortable king-sized bed, a ledge stone fireplace, and a relaxing rainfall shower. The suite includes an atrium with a kitchenette adjacent to a main king room through spacious French doors. Many unique touches of elegant country charm. Sleeps 2.

Popular amenities for Hillsdale holiday rentals